Canadian Journal of Chemistry

Base-catalyzed Dehydrobromination of Several α-Bromoacetals

HA Davis, RK Brown

Index: Davis,H.A.; Brown,R.K. Canadian Journal of Chemistry, 1971 , vol. 49, p. 2321 - 2335

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Citation Number: 8

Abstract

Base-catalyzed dehydrohalogenation with potassium t-butoxide in t-butyl alcohol of the acetals obtained from homologues of α-bromoacetaldehyde and ethylene glycol [2-(α- bromoalkyl)-1, 3-dioxo-lanes] or 1, 3-propanediol [2-(α-bromoalkyl)-1, 3-dioxane] provides the corresponding ketene acetal, in some cases exclusively and in others as the major product along with a smaller proportion of the α, β-unsaturated acetal. In contrast, similar ...